30

Oregon, WI Homes for Sale under $500,000

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  • 507 Janesville St, Oregon, WI 53575
    507 Janesville St, Oregon, WI 53575
    507 Janesville St, Oregon, WI 53575
    /62

    $377,000

    $13K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,728 Sq Ft

    507 Janesville St, Oregon, WI 53575

    This beautifully updated home offers a fully remodeled main level with a modern kitchen featuring custom granite countertops, hickory cabinets, a stylish full bath with tiled shower, and a welcoming entry porch with cathedral ceiling. The property has a lot of rod iron touches by seller. A expansive 33'6"x22'6" garage fully insulated and recently sheet rocked and painted. The garage and second

    Agent Photo

    Steve Evers

    Great Rock Realty LLC

    507 Janesville St, Oregon, WI 53575
  • 5794 Lincoln Rd, Oregon, WI 53575
    5794 Lincoln Rd, Oregon, WI 53575
    5794 Lincoln Rd, Oregon, WI 53575
    /24

    $499,900

    • 4 Beds
    • 2 Baths
    • 1,820 Sq Ft

    5794 Lincoln Rd, Oregon, WI 53575

    Opportunity awaits on this 5 acre property just south of Madison in the Town of Oregon. This classic foursquare farm house features spacious kitchen and dining room, four bedrooms and main level laundry. Several outbuildings on the property including the original barn, 3 car detached garage and two pole sheds provide multiple possibilities for storage, hobbies or animals. House and some

    Agent Photo

    Tommy Van Ess

    First Weber Inc

    5794 Lincoln Rd, Oregon, WI 53575
  • 357 Concord Dr, Oregon, WI 53575
    357 Concord Dr, Oregon, WI 53575
    357 Concord Dr, Oregon, WI 53575
    /28

    $440,000

    • 2 Beds
    • 3 Baths
    • 576 Sq Ft

    357 Concord Dr, Oregon, WI 53575

    Amazing Oregon condo propertunity with park-like setting and all the kitchen updates you are looking for. Enjoy meals outside watching nature on the deck or the bump-out dining area. This 2-bed has exposed lower windows if you need to add more. The open floor plan makes it easy to entertain from the updated kitchen with maple cabinets and quartz counters breakfast bar to dining and into the

    Agent Photo

    Jason McGill

    KJK & Associates, LLC

    357 Concord Dr, Oregon, WI 53575
  • 5 Acres Lincoln Rd, Oregon, WI 53575
    5 Acres Lincoln Rd, Oregon, WI 53575
    5 Acres Lincoln Rd, Oregon, WI 53575
    /23

    $499,900

    • Land
    • 5.01 Acres
    • $99,780 per Acre

    5 Acres Lincoln Rd, Oregon, WI 53575

    Opportunity awaits on this 5 acre property just south of Madison in the Town of Oregon. Several outbuildings on the property including the original barn, 3 car detached garage and two pole sheds provide multiple possibilities for storage, hobbies or animals. Includes a Foursquare farm house. House and some outbuildings are in need of some TLC. Property is also listed as Single Family. Seller is

    Agent Photo

    Tommy Van Ess

    First Weber Inc

    5 Acres Lincoln Rd, Oregon, WI 53575
  • 1206 Tivoli Cir, Oregon, WI 53575
    1206 Tivoli Cir, Oregon, WI 53575
    1206 Tivoli Cir, Oregon, WI 53575
    /32

    $439,900

    $10K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,292 Sq Ft

    1206 Tivoli Cir, Oregon, WI 53575

    Thoughtfully updated condo in a welcoming Oregon community! Condo Fees are $200/month. Vaulted ceilings and abundant natural light create an inviting main living space, complemented by upgraded lighting, new flooring, and a beautifully enhanced kitchen with added pantry cabinetry and butcher block counter. The main level offers easy everyday living, while the unfinished lower level is already

    Matt Winzenried Realty Executives Cooper Spransy

    1206 Tivoli Cir, Oregon, WI 53575
  • 148 Alpine Meadow Cir, Oregon, WI 53575
    148 Alpine Meadow Cir, Oregon, WI 53575
    148 Alpine Meadow Cir, Oregon, WI 53575
    /32

    $300,000

    • 2 Beds
    • 2.5 Baths
    • 1,457 Sq Ft

    148 Alpine Meadow Cir, Oregon, WI 53575

    Looking for a low-maintenance lifestyle, but also craving something special that feels like home? This beautiful 2-bed, 2.5 bath townhouse, meticulously cared for by its original owner, delivers the quality touches that set it apart. Colorful perennials & an airy skylit foyer greet & invite you in. Its open floor plan is bathed in natural light & adorned w/elegant crown molding. Quartz

    Heather Beckstrom Lindsay Gallagher & Associates

    148 Alpine Meadow Cir, Oregon, WI 53575
  • 1257 Tivoli Cir, Oregon, WI 53575
    1257 Tivoli Cir, Oregon, WI 53575
    1257 Tivoli Cir, Oregon, WI 53575
    /34

    $441,444

    • 2 Beds
    • 2 Baths
    • 1,292 Sq Ft

    1257 Tivoli Cir, Oregon, WI 53575

    The Villas are the ultimate in peace of mind living. Located within the Highlands of Netherwood, this unique neighborhood of Single Family homes brings all the conveniences of condo living (Fee: $200/mo) right to your door. Never mow your lawn or shovel your driveway again. Ideal for people that frequently travel or are in the area for part of the year. Walking path connects the neighborhood to a

    Joffre Pedretti Keller Williams Realty

    1257 Tivoli Cir, Oregon, WI 53575
  • 956 Merri-Hill Dr Unit 36450832, Oregon, WI 53575
    956 Merri-Hill Dr Unit 36450832, Oregon, WI 53575
    956 Merri-Hill Dr Unit 36450832, Oregon, WI 53575
    /26

    $452,600

    New Construction
    • 3 Beds
    • 2.5 Baths
    • 1,860 Sq Ft

    The Costello Plan at Greenview Preserve, Oregon, WI 53575

    WORK FROM HOME? NO PROBLEM HERE. With its spacious flex room, The Costello offers up the sanctuary you need to balance business with pleasure. Skip the fast food and prep your own gourmet lunch, because why wouldn’t you when you have a lovely kitchen pantry to hold all your meticulously organized spices and grains. When you’re ready to call it a day, retreat and recharge in your private oasis

    Veridian Homes Builder
    956 Merri-Hill Dr Unit 36450832, Oregon, WI 53575
  • 956 Merri-Hill Dr Unit 39223581, Oregon, WI 53575
    956 Merri-Hill Dr Unit 39223581, Oregon, WI 53575
    /2

    $439,900

    New Construction
    • 3 Beds
    • 2.5 Baths
    • 1,528 Sq Ft

    The Chelsea Plan at Greenview Preserve, Oregon, WI 53575

    Every home tells a story — and The Chelsea was designed to begin a beautiful one. This two-story carriage lane home strikes a beautiful balance between charm and contemporary living. Step inside to an open, airy main floor that invites connection. From simple weeknight dinners to lively gatherings, this inviting layout makes every moment feel natural. Graceful yet grounded, The Chelsea feels both

    Veridian Homes Builder
    956 Merri-Hill Dr Unit 39223581, Oregon, WI 53575
  • 1043 Merri Hill Dr, Oregon, WI 53575
    1043 Merri Hill Dr, Oregon, WI 53575
    1043 Merri Hill Dr, Oregon, WI 53575
    /16

    $399,900

    New Construction
    • 3 Beds
    • 2.5 Baths
    • 1,481 Sq Ft

    1043 Merri Hill Dr, Oregon, WI 53575

    Renderings are for illustrative purposes only. Final colors, finishes, and landscaping will differ. All prices, promotions and specifications are subject to change at any time without notice based on the discretion of Veridian Homes.

    Veridian Homes Builder
    1043 Merri Hill Dr, Oregon, WI 53575
  • 1035 Merri Hill Dr, Oregon, WI 53575
    1035 Merri Hill Dr, Oregon, WI 53575
    1035 Merri Hill Dr, Oregon, WI 53575
    /15

    $424,900

    New Construction
    • 3 Beds
    • 2 Baths
    • 1,511 Sq Ft

    1035 Merri Hill Dr, Oregon, WI 53575

    Renderings are for illustrative purposes only. Final colors, finishes, and landscaping will differ. All prices, promotions and specifications are subject to change at any time without notice based on the discretion of Veridian Homes.

    Veridian Homes Builder
    1035 Merri Hill Dr, Oregon, WI 53575
  • 494 Cledell St Unit 4, Oregon, WI 53575
    494 Cledell St Unit 4, Oregon, WI 53575
    494 Cledell St Unit 4, Oregon, WI 53575
    /50

    $239,900

    $10K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,142 Sq Ft

    494 Cledell St Unit 4, Oregon, WI 53575

    Lovely, bright second floor condo featuring vaulted ceilings, new roof (2026)and new skylight with in-window blinds (includes remote) in kitchen, double pantry, gas fireplace in living room with deck from patio door, in unit laundry with stackable washer and dryer, large primary suite with walk-in closet and private bath, plus second bedroom/flex room and main hall second bath. Surprisingly,

    Brenda Cuta First Weber Inc

    494 Cledell St Unit 4, Oregon, WI 53575
  • 456 New Hampton Dr, Oregon, WI 53575
    456 New Hampton Dr, Oregon, WI 53575
    456 New Hampton Dr, Oregon, WI 53575
    /15

    $464,900

    New Construction
    • 3 Beds
    • 2.5 Baths
    • 1,615 Sq Ft

    456 New Hampton Dr, Oregon, WI 53575

    Renderings are for illustrative purposes only. Final colors, finishes, and landscaping will differ. All prices, promotions and specifications are subject to change at any time without notice based on the discretion of Veridian Homes.

    Veridian Homes Builder
    456 New Hampton Dr, Oregon, WI 53575
  • 456 Savannah Dr, Oregon, WI 53575
    456 Savannah Dr, Oregon, WI 53575
    /2

    $429,900

    New Construction
    • 3 Beds
    • 2.5 Baths
    • 1,525 Sq Ft

    456 Savannah Dr, Oregon, WI 53575

    Renderings are for illustrative purposes only. Final colors, finishes, and landscaping will differ. All prices, promotions and specifications are subject to change at any time without notice based on the discretion of Veridian Homes.

    Veridian Homes Builder
    456 Savannah Dr, Oregon, WI 53575
  • 956 Merri-Hill Dr Unit 40971249, Oregon, WI 53575
    956 Merri-Hill Dr Unit 40971249, Oregon, WI 53575
    956 Merri-Hill Dr Unit 40971249, Oregon, WI 53575
    /42

    $493,600

    New Construction
    • 3 Beds
    • 2 Baths
    • 1,572 Sq Ft

    The Harlow Plan at Greenview Preserve, Oregon, WI 53575

    One look at the primary suite in The Harlow and you’ll feel your pulse quicken... an inviting retreat with a private bath and a closet spacious enough to dance in. The kitchen steals the show with a generous island perfect for entertaining, paired with a sunny set of patio doors that welcome in morning light for a quiet cup of coffee before the day begins. This thoughtfully designed single-level

    Veridian Homes Builder
    956 Merri-Hill Dr Unit 40971249, Oregon, WI 53575
  • 956 Merri-Hill Dr Unit 36789044, Oregon, WI 53575
    956 Merri-Hill Dr Unit 36789044, Oregon, WI 53575
    956 Merri-Hill Dr Unit 36789044, Oregon, WI 53575
    /18

    $427,500

    New Construction
    • 3 Beds
    • 2.5 Baths
    • 1,615 Sq Ft

    The Gramercy Plan at Greenview Preserve, Oregon, WI 53575

    Your takeout never tasted so good. No, it wasn’t that the food was any different, it was where it was eaten. That’s right, you ate at the best location around, at your brand new kitchen island. The experience that the Gramercy has to offer you is like it was made just for you (because it was!). With an open and airy first floor and three private retreats upstairs, you are exactly where you should

    Veridian Homes Builder
    956 Merri-Hill Dr Unit 36789044, Oregon, WI 53575
  • 828 Dunn Ave, Oregon, WI 53575
    828 Dunn Ave, Oregon, WI 53575
    828 Dunn Ave, Oregon, WI 53575
    /30

    $389,000

    $27K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 1,790 Sq Ft

    828 Dunn Ave, Oregon, WI 53575

    Sun-drenched, spacious, and completely move-in ready! This stunning ranch-style condo offers the perfect blend of single-story convenience and expansive living space. The inviting main level features a bright, open area where a cozy gas fireplace warms the living room, flowing seamlessly into the dining area and kitchen. The kitchen includes stainless steel appliances and newer granite

    Lori Zander Century 21 Affiliated Roessler

    828 Dunn Ave, Oregon, WI 53575
  • 956 Merri-Hill Dr Unit 36788946, Oregon, WI 53575

    $415,500

    New Construction
    • 3 Beds
    • 2.5 Baths
    • 1,525 Sq Ft

    The Tribeca Plan at Greenview Preserve, Oregon, WI 53575

    Eggs sunny side up, at the sunniest breakfast nook around. Your breakfast nook. Yes, even the coffee tastes better while sipped slowly on the sofa that is anchoring your spacious great room. Why don’t you head on upstairs and grab the coziest robe you can find from your walk-in closet and then enjoy a quick read of the newspaper while out on your front porch. Because this really is all yours.

    Veridian Homes Builder
    956 Merri-Hill Dr Unit 36788946, Oregon, WI 53575
  • Lot Borchert Rd, Oregon, WI 53575
    Lot Borchert Rd, Oregon, WI 53575
    Lot Borchert Rd, Oregon, WI 53575
    /7

    $275,000

    • Land
    • 1.69 Acres
    • $162,722 per Acre

    Lot Borchert Rd, Oregon, WI 53575

    Schedule a showing to walk the lot. Beautiful 1.69-acre wooded lot in the City of Fitchburg offering the rare opportunity to build your peaceful dream home with a country feel, yet just minutes from the conveniences of Madison. Nestled in a serene natural setting, this picturesque homesite provides the perfect backdrop for privacy, tranquility, and the custom home you’ve always envisioned.

    Kristine Jaeger Sprinkman Real Estate

    Lot Borchert Rd, Oregon, WI 53575
  • 1087 Tundra Ave, Oregon, WI 53575
    1087 Tundra Ave, Oregon, WI 53575
    1087 Tundra Ave, Oregon, WI 53575
    /14

    $404,900

    New Construction $10K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,848 Sq Ft

    1087 Tundra Ave, Oregon, WI 53575

    Renderings are for illustrative purposes only. Final colors, finishes, and landscaping will differ. All prices, promotions and specifications are subject to change at any time without notice based on the discretion of Veridian Homes.

    Veridian Homes Builder
    1087 Tundra Ave, Oregon, WI 53575
  • 1232 Tivoli Cir, Oregon, WI 53575
    1232 Tivoli Cir, Oregon, WI 53575
    1232 Tivoli Cir, Oregon, WI 53575
    /34

    $434,900

    • 2 Beds
    • 2 Baths
    • 1,292 Sq Ft

    1232 Tivoli Cir, Oregon, WI 53575

    The Villas are the ultimate in peace of mind living. Located within the Highlands of Netherwood, this unique neighborhood of Single Family homes brings all the conveniences of condo living (Fee: $200/mo) right to your door. Never mow your lawn or shovel your driveway again. Ideal for people that frequently travel or are in the area for part of the year. Walking path connects the neighborhood to a

    Joffre Pedretti Keller Williams Realty

    1232 Tivoli Cir, Oregon, WI 53575
  • 806 Longwood Dr, Oregon, WI 53575
    806 Longwood Dr, Oregon, WI 53575
    806 Longwood Dr, Oregon, WI 53575
    /35

    $390,000

    $10K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 2,380 Sq Ft

    806 Longwood Dr, Oregon, WI 53575

    Spacious, well maintained, pet-friendly half-duplex condo in the heart of Oregon! This 3 bed/3 bath home has an open-concept main level that features a substantial great room with vaulted ceilings. The large eat-in kitchen has newer corian counters and appliances, a breakfast bar overlooking the great room, and a walk-out to a private deck and patio. The generous primary bedroom w/ensuite bath

    Jason Holtman RE/MAX Preferred

    806 Longwood Dr, Oregon, WI 53575
  • 462 New Hampton Dr, Oregon, WI 53575
    462 New Hampton Dr, Oregon, WI 53575
    /2

    $449,900

    New Construction
    • 3 Beds
    • 2.5 Baths
    • 1,528 Sq Ft

    462 New Hampton Dr, Oregon, WI 53575

    Renderings are for illustrative purposes only. Final colors, finishes, and landscaping will differ. All prices, promotions and specifications are subject to change at any time without notice based on the discretion of Veridian Homes.

    Veridian Homes Builder
    462 New Hampton Dr, Oregon, WI 53575
  • 855 Clover Ln, Oregon, WI 53575
    855 Clover Ln, Oregon, WI 53575
    855 Clover Ln, Oregon, WI 53575
    /54

    $450,000

    $15K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 2,547 Sq Ft

    855 Clover Ln, Oregon, WI 53575

    Looking for a well-maintained ranch home in a great neighborhood? This 3 bed/3 bath home on 1/3 acre lot in the Oregon School District is it! The main level boasts an updated eat-in kitchen with granite counters and SS appliances, LVP flooring throughout much of the home, and newer carpet in the sizable living room and bedrooms. A substantial primary suite with a private full bath w/skylight,

    Jason Holtman RE/MAX Preferred

    855 Clover Ln, Oregon, WI 53575
  • 530 Lexington Dr Unit 8, Oregon, WI 53575
    530 Lexington Dr Unit 8, Oregon, WI 53575
    530 Lexington Dr Unit 8, Oregon, WI 53575
    /30

    $379,900

    Open Sat 11AM - 12PM
    • 3 Beds
    • 2.5 Baths
    • 1,824 Sq Ft

    530 Lexington Dr Unit 8, Oregon, WI 53575

    Delayed until 7/31! Here we have a beautifully updated stand alone unit where you will receive a level of independence rare for condos. The newly finished basement creates an additional bonus room(theater) and flex room(workout room), custom tiled bathroom adding plenty of additional living space to enjoy. The stamped concrete Patio backs up to the Hawthorne breeze(Green space) and wooded city

    Robin St Clair EXIT Realty HGM

    530 Lexington Dr Unit 8, Oregon, WI 53575
  • 137 Lynne Trail, Oregon, WI 53575
    137 Lynne Trail, Oregon, WI 53575
    137 Lynne Trail, Oregon, WI 53575
    /38

    $474,900

    $15K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,718 Sq Ft

    137 Lynne Trail, Oregon, WI 53575

    Tucked into a quiet suburban neighborhood, 137 Lynne Trail offers green space views and thoughtful updates throughout. This 3BR, 2.5BA home features a cozy sunken family room with fireplace, generous natural light, and an easy-flowing layout for daily living and entertaining. Updates include a new roof in 2025, high quality composite windows throughout, new carpeting and fresh paint on the main

    Heather Taylor MHB Real Estate

    137 Lynne Trail, Oregon, WI 53575
  • 145 Dewey St, Oregon, WI 53575
    145 Dewey St, Oregon, WI 53575
    145 Dewey St, Oregon, WI 53575
    /63

    $435,000

    • 4 Beds
    • 2 Baths
    • 2,410 Sq Ft

    145 Dewey St, Oregon, WI 53575

    If you're looking for a beautiful blend of yesteryear charm & modern updates, don't miss this Oregon charmer! Gorgeous woodwork, stained glass, exposed brick and hardwood floors create a warm, memorable space. An updated kitchen is the true heart of the home and is as functional as it is inviting - with room to gather, tons of counter space & storage (don't miss the huge pantry!). Two large

    Andrea Bolan Relish Realty

    145 Dewey St, Oregon, WI 53575
  • 1035 Merri-Hill Dr, Oregon, WI 53575
    1035 Merri-Hill Dr, Oregon, WI 53575
    1035 Merri-Hill Dr, Oregon, WI 53575
    /15

    $424,900

    New Construction
    • 3 Beds
    • 2 Baths
    • 1,511 Sq Ft

    1035 Merri-Hill Dr, Oregon, WI 53575

    The Pilot Home (504 Greenview Preserve) features a thoughtfully designed, open-concept layout ideal for modern living. Offering 3 bedrooms, 2 baths, and a 2-car garage, this home showcases locally made, custom Auburn Ridge® cabinetry, doors, and trim crafted to last. The stylish kitchen includes a center island, quartz countertops, and quality finishes from trusted brands like Kohler®, Moen®, and

    Todd Pierce Stark Company, REALTORS

    1035 Merri-Hill Dr, Oregon, WI 53575
  • 956 Merri-Hill Dr Unit 36788978, Oregon, WI 53575

    $398,800

    New Construction
    • 3 Beds
    • 2.5 Baths
    • 1,523 Sq Ft

    The Davis Twin Home Plan at Greenview Preserve - Twin Homes, Oregon, WI 53575

    WELL NOW THEY’VE THOUGHT OF EVERYTHING. That’s what you’ll be saying to yourself when you start settling into the Davis. With its six closets AND a pantry, you have all the room you need to store whatever your heart desires. So whether you’re a fashion enthusiast, an at home chef extraordinaire, or maybe you just have a lot of toys that need storing, the Davis lets you tuck away all your goodies.

    Veridian Homes Builder
    956 Merri-Hill Dr Unit 36788978, Oregon, WI 53575
  • 457 Savannah Dr, Oregon, WI 53575
    457 Savannah Dr, Oregon, WI 53575
    /2

    $439,900

    New Construction
    • 3 Beds
    • 2.5 Baths
    • 1,528 Sq Ft

    457 Savannah Dr, Oregon, WI 53575

    Renderings are for illustrative purposes only. Final colors, finishes, and landscaping will differ. All prices, promotions and specifications are subject to change at any time without notice based on the discretion of Veridian Homes.

    Veridian Homes Builder
    457 Savannah Dr, Oregon, WI 53575
Wisconsin Dane County

Real Estate & Homes in Oregon, WI under $500,000

Home Prices in Oregon, WI

The median home sale price in Oregon, WI is $499,900, up 6% year-over-year. Homes in Oregon sell in 44 days on average, compared to the national average of 56 days.

Home Price Trends

Median Sale Price
$499,900
Median Single Family Sale Price
$480,604
Median Townhouse Sale Price
$429,000
Median 2 Bedroom Sale Price
$358,500
Average Price Per Sq Ft
$250
Number of Homes for Sale
43
Last 12 months Home Sales
236
Months of Supply
2.20
Median List Price
$489,900
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
6%
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